In this episode, Cobi Blumenfeld-Gantz, CEO and co-founder of Chapter, discusses how his personal experience with his parents' struggle with Medicare inspired him to create a platform that simplifies and optimizes the Medicare enrollment process. Chapter operates as a Medicare brokerage, assisting seniors in navigating the complex Medicare system. They also offer a consumer-focused app that allows users to redeem benefits in their Medicare plans. The company has experienced significant growth and has raised $50 million in a recent funding round. They aim to become the retirement platform of the future, helping seniors live the retired lives they want.We cover:Developing a recommendation engine to improve how seniors choose health coverageManaging a seasonal businessHow seniors technology interaction patterns differNew regulations and changes in the Medicare worldGrowth, hiring, and fundraising